TRIHYDROXY POLYUNSATURATED EICOSANOID DERIVATIVES

• US 20110237545A1
• Filed: 03/07/2011
• Published: 09/29/2011
• Est. Priority Date: 04/01/2002
• Status: Active Grant

• Current Assignee: University of Southern California
• Original Assignee: University of Southern California
• Inventors: Petasis, Nicos A.
• Granted Patent: US 8,461,201 B2
• Time in Patent Office: Days
• US Class Current: 514/63
• CPC Class Codes: A61P 29/00 Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 37/00 Drugs for immunological or allergic disorders
• CPC Class Codes: A61P 9/00 Drugs for disorders of the cardiovascular system
• CPC Class Codes: C07B 2200/05 Isotopically modified compounds, e.g. labelled
• CPC Class Codes: C07C 67/303 by hydrogenation of unsaturated carbon-to-carbon bonds
• CPC Class Codes: C07C 69/732 of unsaturated hydroxy carboxylic acids
• CPC Class Codes: C07F 7/081 comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
• CPC Class Codes: C07F 7/1892 by reactions not provided for in C07F7/1876 - C07F7/1888

Abstract

The invention features methods for the preparation of naturally occurring trihydroxy polyunsaturated eicosanoids and their structural analogs. The invention further provides new derivatives and analogs of trihydroxy polyunsaturated eicosanoids that can be prepared according to these methods. The invention also provides compositions and methods using trihydroxy polyunsaturated eicosanoid derivatives for the prevention, amelioration and treatment of a variety of diseases or conditions associated with inflammation or inflammatory response, autoimmune diseases, rheumatoid arthritis, cardiovascular diseases, or abnormal cell proliferation or cancer.

Claims

1-16. -16. (canceled)

17. A method of ameliorating or treating a disease or condition associated with inflammatory response, cardiovascular disease, abnormal cell proliferation, or cancer, the method comprising administering to a subject an effective amount of a compound having a structure of general formula 46:

18. The method of claim 17, wherein R^a and R^b are independently selected from hydrogen, acyl, alkoxyacyl and aminoacyl.

19. The method of claim 17, wherein the compound has a structure of general formula 44,

20. The method of claim 19, wherein R^a and R^b are independently selected from hydrogen, acyl, alkoxyacyl and aminoacyl.

21. The method of claim 19 for ameliorating or treating a disease or condition associated with inflammation.

22. The method of claim 19, wherein the compound has a structure of general formula 29,

23. The method of claim 22, wherein R^a and R^b are independently selected from hydrogen, acyl, alkoxyacyl and aminoacyl.

24. The method of claim 22 for ameliorating or treating a disease or condition associated with inflammation.

25. A method of ameliorating or treating a disease or condition associated with, inflammatory response, cardiovascular disease, abnormal cell proliferation, or cancer, the method comprising administering to a subject an effective amount of a pharmaceutical composition comprising a pharmaceutically acceptable carrier and a compound having a structure of general formula 46:

26. The method of claim 25, wherein R^a and R^b are independently selected from hydrogen, acyl, alkoxyacyl and aminoacyl.

27. The method of claim 25, wherein the compound has a structure of general formula 44,

28. The method of claim 27, wherein R^a and R^b are independently selected from hydrogen, acyl, alkoxyacyl and aminoacyl.

29. The method of claim 27 for ameliorating or treating a disease or condition associated with inflammation.

30. The method of claim 27, wherein the compound has a structure of general formula 29,

31. The method of claim 30, wherein R^a and R^b are independently selected from hydrogen, acyl, alkoxyacyl and aminoacyl.

32. The method of claim 30 for ameliorating or treating a disease or condition associated with inflammation.